5-Methoxy-3-methyl-1H-naphtho[2,1-b]pyran-1-one

Details

• Internal ID: 51d488e8-8104-452e-9267-032653c6aac6
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 5-methoxy-3-methylbenzo[f]chromen-1-one
• InChI: InChI=1S/C15H12O3/c1-9-7-12(16)14-11-6-4-3-5-10(11)8-13(17-2)15(14)18-9/h3-8H,1-2H3
• InChI Key: DOWFWVOHCCEOHO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₃
• Molecular Weight: 240.25 g/mol
• Exact Mass: 240.078644241 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 5891-85-0
• 1H-Naphtho[2,1-b]pyran-1-one, 5-methoxy-3-methyl-
• DOWFWVOHCCEOHO-UHFFFAOYSA-N
• DB-296231
• 5-Methoxy-3-methyl-1H-benzo[f]chromen-1-one #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.7552	75.52%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6422	64.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9493	94.93%
OATP1B3 inhibitior	+	0.9820	98.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6473	64.73%
P-glycoprotein inhibitior	-	0.6109	61.09%
P-glycoprotein substrate	-	0.9092	90.92%
CYP3A4 substrate	+	0.5102	51.02%
CYP2C9 substrate	-	0.8494	84.94%
CYP2D6 substrate	-	0.8309	83.09%
CYP3A4 inhibition	-	0.5939	59.39%
CYP2C9 inhibition	-	0.7713	77.13%
CYP2C19 inhibition	+	0.8232	82.32%
CYP2D6 inhibition	-	0.8315	83.15%
CYP1A2 inhibition	+	0.9886	98.86%
CYP2C8 inhibition	-	0.6329	63.29%
CYP inhibitory promiscuity	+	0.6095	60.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5171	51.71%
Eye corrosion	-	0.7561	75.61%
Eye irritation	+	0.7909	79.09%
Skin irritation	-	0.5374	53.74%
Skin corrosion	-	0.9866	98.66%
Ames mutagenesis	+	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4675	46.75%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8622	86.22%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5735	57.35%
Acute Oral Toxicity (c)	III	0.6145	61.45%
Estrogen receptor binding	+	0.8326	83.26%
Androgen receptor binding	+	0.9140	91.40%
Thyroid receptor binding	+	0.6535	65.35%
Glucocorticoid receptor binding	+	0.6307	63.07%
Aromatase binding	+	0.8042	80.42%
PPAR gamma	+	0.5521	55.21%
Honey bee toxicity	-	0.8647	86.47%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.7083	70.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.42%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.13%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.95%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	93.12%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.58%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.89%	99.23%
CHEMBL2535	P11166	Glucose transporter	87.22%	98.75%
CHEMBL2581	P07339	Cathepsin D	85.95%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.14%	93.99%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.57%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.47%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.07%	92.62%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.91%	94.03%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.32%	96.67%

Plants that contains it

• Atractylodes lancea

Cross-Links

• PubChem: 617604
• NPASS: NPC191829